Old Town Homes

• 

  

  

  /31

  $1,299,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  414 Virginia St, Key West, FL 33040

  Lovely 3 bedroom 2 bath home in the midst of Old Town just off Duval St. Central AC with nice room sizes and great lot size. Flood Zone Z500. Ready to sell As-Is. Seller motivated but firm on price.

  Bernard Isler Isler Realty & Investments LLC

  414 Virginia St, Key West, FL 33040
• 

  

  

  /48

  $2,300,000 Sold Feb 27, 2025

  • 1,620 Sq Ft
  • $1420/SF
  • 276 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1933

  623 Grinnell St, Key West, FL 33040

  Charmingly restored and updated historic home on a quiet street in the heart of Old Town, one of the best neighborhoods. This island oasis is spacious with plenty of storage and ample off street parking. The master bedroom with ensuite bath is on the first floor. There is plenty of room to entertain around the pool or relax on the front porch. The property is very private with a lush

  Marc Ulanowski Equestrian Sotheby's International Realty

  623 Grinnell St, Key West, FL 33040
• 

  

  

  /9

  Est $929,752 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 726 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  

  /38

  $6,500,000

  • 6 Beds
  • 8 Baths
  • 3,010 Sq Ft

  421-423 Simonton St, Key West, FL 33040

  Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest

  Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

  421-423 Simonton St, Key West, FL 33040
• 

  

  

  /25

  $465,000 Sold Feb 21, 2025

  • 449 Sq Ft
  • $1036/SF
  • 36 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1928

  623 Thomas St Unit C, Key West, FL 33040

  Located in the heart of Key West's historic Old Town, 623 Thomas St Unit C is a charming 1-bedroom, 1-bathroom condo offering 449 square feet of living space. Built in 1928, this residence exudes classic Key West architecture and ambiance. The condo boasts an open floor plan with vaulted ceilings, enhancing the sense of space. Italian Basalt tile flooring adds a touch of elegance throughout the

  Jimmy Lane Island Life Realty Experts

  623 Thomas St Unit C, Key West, FL 33040
• 

  

  /15

  Est $551,373 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 389 Sq Ft

  416 Petronia St Unit 2, Key West, FL 33040

  416 Petronia St Unit 2, Key West, FL 33040
• 

  

  /18

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft

  314 Southard St, Key West, FL 33040

  Located in the heart of Old Town, this historic property offers a rare chance to restore a true gem to its original splendor. Set on a 5,025 sq ft lot in the desirable X flood zone, the home was originally built as two separate residences, now connected by a breezeway. Owned by the same family for generations, the property sits less than two blocks from Duval Street, three blocks from the

  Terri Spottswood Truman & Co. (KW)

  314 Southard St, Key West, FL 33040
• 

  

  /8

  $2,089,000 Sold Feb 14, 2025

  • 1,470 Sq Ft
  • $1421/SF
  • 1 Day On Market

  • 4 Beds
  • 4 Baths
  • Built 1901

  619 Thomas St, Key West, FL 33040

  Welcome to Old Town Key West and this Lovely Historic Cigar Makers Home! MORE PICTURES COMING SOON of this Spacious 3 Bedroom, 3 Bath Main House , plus separate Cabana with additional 1 Bedroom, 1 Bath and outdoor shower. The main house sits nestled amongst its tropical vegetation with its white picket fence and inviting front porch waiting for you to enjoy people watching in this desirable

  Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

  619 Thomas St, Key West, FL 33040
• 

  

  /17

  Est $690,067 Not Listed For Sale

  • 1 Bed
  • 1.5 Baths
  • 422 Sq Ft

  817 Eaton St Unit 5, Key West, FL 33040

  817 Eaton St Unit 5, Key West, FL 33040
• 

  

  /36

  $970,000

  • 3 Beds
  • 2 Baths
  • 1,049 Sq Ft

  716 Elizabeth St Unit Rear, Key West, FL 33040

  Tucked away in the heart of historic Old Town Key West near Solares Hill, this enchanting property is a rare treasure that perfectly captures the charm and allure of Island Living. The front unit, a delightful two-bedroom, one-bath haven, features an inviting porch that exudes timeless Key West charm and affords the perfect perch to unwind amidst the vibrant tropical surroundings. Beyond, a

  Leigh Ann Roach Berkshire Hathaway HomeServices Knight & Gardner Realty

  716 Elizabeth St Unit Rear, Key West, FL 33040
• 

  

  /58

  $1,800,000 Sold Feb 14, 2025

  • 2,003 Sq Ft
  • $899/SF
  • 9 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1928

  808 Fleming St, Key West, FL 33040

  This charming three-unit property at 808 Fleming Street represents an exceptional investment in one of Key West's most desirable neighborhoods. Located in the historic Old Town district, this versatile building offers multiple revenue streams and tremendous potential for savvy investors.This property is ideal for investors or multi-family living. With separate electric and water meters for each

  Barbara Crespo Keller Williams Key West Compass Realty

  808 Fleming St, Key West, FL 33040
• 

  

  /11

  Est $733,673 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 745 Sq Ft

  906 Truman Ave Unit 3, Key West, FL 33040

  906 Truman Ave Unit 3, Key West, FL 33040
• 

  

  /24

  $1,299,000

  • 3 Beds
  • 3 Baths
  • 2,080 Sq Ft

  611 Simonton St, Key West, FL 33040

  NEW PRICE! Fantastic Key West location in the heart of Old Town Key West. Close to famous Duval Street, Historic Seaport, fine dining, galleries and more. Spacious two story home with 2,080 sq ft of living space. Three bedrooms and three full baths. Fenced yard. Patio Space. French Doors. Lanai area. Seller financing possible with minimum 30% down! Competitive interest rate!

  Bascom Grooms Bascom Grooms Real Estate (KW)

  611 Simonton St, Key West, FL 33040
• 

  

  /36

  $835,000 Sold Feb 10, 2025

  • 953 Sq Ft
  • $876/SF
  • 44 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1915

  809 Southard St, Key West, FL 33040

  Welcome to 809 Southard Street, an exquisite Conch cottage nestled in the heart of Key West's historic district. This charming 3-bedroom, 1.5-bath home embodies timeless island elegance and modern convenience.Step inside to find gleaming hardwood floors and a thoughtful split floor plan, offering privacy and comfort. The stunning cathedral ceiling and Dade County pine accent wall create a warm,

  Jimmy Lane Island Life Realty Experts

  809 Southard St, Key West, FL 33040
• 

  

  /18

  Est $719,315 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  1014 Varela St Unit 4, Key West, FL 33040

  1014 Varela St Unit 4, Key West, FL 33040
• 

  

  /43

  $1,950,000

  • 3 Beds
  • 4 Baths
  • 1,644 Sq Ft

  1332 Duncan St, Key West, FL 33040

  This one-of-a-kind Conch house effortlessly blends island charm with modern sophistication. Featuring three spacious bedrooms and four luxurious bathrooms, the home boasts stunning wall-to-wall Dade County pine that adds character and warmth throughout. The open floor plan is ideal for both entertaining and everyday living, seamlessly connecting the living area to a chef-inspired kitchen.The

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
• 

  

  /39

  $1,800,000 Sold Feb 10, 2025

  • 2,160 Sq Ft
  • $833/SF
  • 48 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1997

  623 Simonton St Unit 9, Key West, FL 33040

  Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining,

  Terri Spottswood Truman & Co. (KW)

  623 Simonton St Unit 9, Key West, FL 33040
• 

  /2

  Est $831,039 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 585 Sq Ft

  651 William St Unit 3, Key West, FL 33040

  651 William St Unit 3, Key West, FL 33040
• 

  

  /22

  $795,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  1222 Florida St, Key West, FL 33040

  Tucked away in the tranquil heart of Mid Town, this spacious one-bedroom concrete home offers both comfort and privacy. The open floor plan is filled with natural light, accentuating the warmth with brand new floors throughout. Step outside to a tropical retreat, where a serene deck area is enveloped by lush bamboo fencing, creating the perfect environment for relaxation or outdoor

  Derek Epperly Keys Atlantic Realty

  1222 Florida St, Key West, FL 33040
• 

  

  /29

  $1,575,000 Sold Feb 07, 2025

  • 1,040 Sq Ft
  • $1514/SF
  • 68 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1928

  624 Catholic Ln, Key West, FL 33040

  LOCATION CUBED! Located on one of Key West's most charming, quiet and private lanes, this home is perfect for entertaining guests with 2 separate guest cottages, flanking a 12' x 18' pool. The cottages have their own entry door from the off-street parking space through a faux wall, allowing for privacy for hosts and guests alike. The vaulted ceilings in the main house and in the cottages create

  Tyler Caudell Key West Realty, LLC (KW)

  624 Catholic Ln, Key West, FL 33040
• 

  /2

  Est $607,730 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 393 Sq Ft

  611 Grinnell St Unit 3, Key West, FL 33040

  611 Grinnell St Unit 3, Key West, FL 33040
• 

  

  /15

  $1,299,000

  • 3 Beds
  • 1 Bath
  • 943 Sq Ft

  719 Elizabeth St, Key West, FL 33040

  Location, Location, Location! Old Town in X-Flood Zone on Solaris Hill with Off Street Parking! Quintessential conch cottage has a cozy front porch & has been in the same family for decades. All wood structure shows a glimpse of wood boards behind the existing interior paneling. This is believed to be the much-desired Dade County Pine. Roof and main electrical panel replaced (w/ permits) in 2014.

  Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

  719 Elizabeth St, Key West, FL 33040
• 

  

  /41

  $1,635,000 Sold Feb 06, 2025

  • 1,612 Sq Ft
  • $1014/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1890

  1022 Grinnell St, Key West, FL 33040

  This beautifully updated historic home, originally built in the 1890s, combines vintage charm with modern conveniences. Featuring 3 bedrooms and 3 baths, it offers versatile living options, including the potential to function as a legal duplex with two electric meters.The open concept living room welcomes you with soaring cathedral ceilings, engineered wood floors, and impact glass windows

  Terri Spottswood Truman & Co. (KW)

  1022 Grinnell St, Key West, FL 33040
• 

  /2

  Est $1,301,729 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 731 Sq Ft

  921 Center St Unit 11, Key West, FL 33040

  921 Center St Unit 11, Key West, FL 33040
• 

  

  /37

  $4,250,000

  • 4 Beds
  • 3 Baths
  • 2,249 Sq Ft

  813 Thomas St, Key West, FL 33040

  An extraordinary opportunity to own a luxurious retreat in the heart of vibrant Old Town Key West. This exquisitely renovated 4BD/3BA estate masterfully blends island-contemporary elegance with timeless sophistication. Nestled on a rare double lot, it features soaring ceilings, a gracious open layout, and a private primary suite spanning the entire second floor. The chef's kitchen is a showpiece

  Team Spottswood/Vazquez Truman & Co. (KW)

  813 Thomas St, Key West, FL 33040
• 

  

  /24

  $805,500 Sold Feb 06, 2025

  • 577 Sq Ft
  • $1396/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1938

  524 Margaret St Unit 103, Key West, FL 33040

  Incredible Old Town Key West location! Walk or bike to the Best of Old Town- steps from the Historic Seaport, neighborhood restaurants, Art Galleries and more!. Located pool side, this large 1 bedroom is gorgeous!. This condo was renovated over the last several years, and there are elements of Key West that have been used in the renovation. There are high ceilings throughout, and the kitchen

  Elaine Coyle Keller Williams Key West Compass Realty

  524 Margaret St Unit 103, Key West, FL 33040
• 

  /2

  Est $475,116 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 268 Sq Ft

  908 Elizabeth St Unit 6, Key West, FL 33040

  908 Elizabeth St Unit 6, Key West, FL 33040
• 

  

  /23

  $1,199,000

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  1120 Stump Ln, Key West, FL 33040

  This beautifully renovated home greets you with a charming front porch perfect for enjoying the serenity of lane living. Step inside and you will find gorgeous vaulted ceilings and an open floor plan with top of the line finishes throughout. Custom cabinetry, quartz counters and stainless appliance package finish the open concept kitchen with bar seating. New electric, plumbing, impact

  Wendy Zintsmaster Truman & Co. (KW)

  1120 Stump Ln, Key West, FL 33040
• 

  

  /28

  $3,599,999 Sold Feb 04, 2025

  • 1,828 Sq Ft
  • $1969/SF
  • 46 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2024

  522 Olivia St, Key West, FL 33040

  This newly built, exquisitely designed home, located in a prime location offers comfort and style to the highest standard.The architecture and gardens are designed by Key West's renowned designers. This 4 bedroom, 3.5 bath home embodies the pinnacle of luxury living. The open floor plan, introduces you to beautiful hand-finished walnut flooring, featuring 10-foot ceilings, an elegant half

  Key West Luxury Finders Preferred Properties (KW)

  522 Olivia St, Key West, FL 33040
• 

  

  /10

  Est $1,298,922 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1005 Watson St Unit 1, Key West, FL 33040

  1005 Watson St Unit 1, Key West, FL 33040
• 

  

  /68

  $2,950,000

  • 4 Beds
  • 5 Baths
  • 2,449 Sq Ft

  1332 Duncan St, Key West, FL 33040

  Not a duplex! This beautiful property consists of two single family homes surrounded by tropical foliage. This one-of-a-kind compound blends island charm and character. Offering a 3 bedroom 4-bath Conch house with a large separate 1 bedroom 1 bath home with a full kitchen. The 3 bedrooms, 4 bath home has wall-to-wall Dade County pine with an open floor plan and a chef's kitchen. The open concept

  Derek Epperly Keys Atlantic Realty

  1332 Duncan St, Key West, FL 33040
• 

  

  /19

  $518,000 Sold Feb 04, 2025

  • 648 Sq Ft
  • $799/SF
  • 217 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1928

  905 Pohalski St, Key West, FL 33040

  Discover a rare opportunity to bring your vision to life with this single-family home nestled in the heart of Old Town Key West. Steeped in history, this typical Conch cottage offers a historical charm, making it an ideal canvas for creating your dream residence. Embrace the rich heritage of Key West with this exceptional home, a true testament to the island's storied past. Originally part of the

  Juan Benitez Benitez Keller Williams Key West Compass Realty

  905 Pohalski St, Key West, FL 33040
• 

  

  /10

  Est $771,137 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 500 Sq Ft

  508 Louisa St Unit 2, Key West, FL 33040

  508 Louisa St Unit 2, Key West, FL 33040
• 

  

  /52

  $2,300,000

  • 6 Beds
  • 4 Baths
  • 2,671 Sq Ft

  506 Frances St, Key West, FL 33040

  Nestled on one of the most coveted blocks in Key West, this exceptional property in the Historic District is brimming with character and untapped potential. Currently configured as four distinct apartments - (A) 2BR/1BA, (B) 2BR/2BA, (C) Studio/1BA, and (D) 1BR/1BA - totaling 2,671 sq. ft., each unit features its own private outdoor space, a well-appointed kitchen, ample storage, and high

  Team Kaufelt Truman & Co. (KW)

  506 Frances St, Key West, FL 33040
• 

  

  /24

  $1,420,555 Sold Feb 03, 2025

  • 1,064 Sq Ft
  • $1335/SF
  • 21 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1943

  510 Amelia St, Key West, FL 33040

  Located in a transient license receiver zone, this delightful 1-bedroom, 1-bathroom Craftsman-style home offers a rare opportunity for short-term rentals in the heart of Old Town Key West. Just steps from the iconic Duval Street, this charming residence perfectly blends historic character with modern convenience.Inside, the open living space is bathed in natural light, with beautiful wood details

  Richard Haskins Buy The Keys

  510 Amelia St, Key West, FL 33040
• 

  

  /27

  Est $2,657,286 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 2,450 Sq Ft

  1075 Duval St Unit R15, Key West, FL 33040

  1075 Duval St Unit R15, Key West, FL 33040
• 

  

  /35

  $879,000

  • 1 Bed
  • 2 Baths
  • 884 Sq Ft

  609 1/2 Margaret St, Key West, FL 33040

  Great location in the heart of Old Town, just off Southard Street. This updated single family home features an open floor plan with living area, dining area and kitchen. The full bath on the first floor is updated and features a shower and the washer/dryer. The open staircase has a high ceiling and leads to the bedroom and full bath on the second floor. Enjoy a peaceful wraparound-covered porch

  The Behmke Group Keller Williams Key West Compass Realty

  609 1/2 Margaret St, Key West, FL 33040
• 

  

  /17

  $615,000 Sold Feb 03, 2025

  • 850 Sq Ft
  • $724/SF
  • 116 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2007

  634 Louisa St Unit 2, Key West, FL 33040

  Charming Old Town Key West TownhouseLocated just three blocks from the lively Duval Street, this 2-bedroom, 1.5-bathroom townhouse at 634 Louisa Street is the ideal Key West retreat. Priced to sell, this home blends modern amenities with classic island charm, offering a rare opportunity to own a piece of paradise.Prime Location & Modern ComfortsEnjoy the convenience of living in Old Town Key

  Scott Forman Royal Palms Realty (KW)

  634 Louisa St Unit 2, Key West, FL 33040
• 

  

  /19

  Est $491,779 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 138 Sq Ft

  1016 Howe St Unit 9, Key West, FL 33040

  1016 Howe St Unit 9, Key West, FL 33040
• 

  

  /36

  $2,788,000

  • 6 Beds
  • 6 Baths
  • 3,876 Sq Ft

  912 Pohalski St, Key West, FL 33040

  Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys.

  Richard Haskins Buy The Keys

  912 Pohalski St, Key West, FL 33040

Showing Results 201 - 240, Page 6 of 18